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Chapter 22
by
Nicegent42
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Scene 6
“What do you think about this location?” Madison asked, handing over her phone to Lincoln as the two sat on the couch. Each with their own laptops on the coffee table that had multiple tabs open about their discussion about a Florida wedding. Things had developed from discussion of if Lincoln should even take the offered job, if he should go through with the engagement to do it, who he should get to play the role of his future wife and right to what he even wanted for a wedding.
Madison had never been the type of girl to keep a wedding book for things she would want when she finally tied the knot or a wedding board on pinterest, but the idea of planning a wedding struck a chord with her. If she was going to get married to help someone out and secure her financial future… or if it was for her newly minted little sister things had to be perfect and if Lincoln was telling the truth about what he was going to pull in, then he could afford it. Or at least afford the payments on it for the next few years. They had been looking at various things, jumping from topic to topic when Callie texted her with a wedding venue idea. The pretty barmaid she had recently acquainted herself with didn’t know any details other than Maddy was looking for wedding venues for someone and she just loved what was suggested. Taking the phone from her, Lincoln put down his own after reading the text from his roommate and sorta of pretend girlfriend that she was going to get a drink before coming home. He was happy his friend was feeling more confident with going out and about as his true self that had been bottled away, he wondered if the spike in confidence was because of whatever the stylist did, but he would talk to her when she came home he figured.
Lincoln thought about something and went back to his phone, adjusting the name in his contacts from Jackson to Jacqueline. It was something he probably should have done already, but things had been going fast and considering the topic of discussion he was having his life was only picking up speed. He looked at the address on the web page from the phone, typed it into his laptop before handing the device back over.
“The Estate on the Halifax, it has just so much going on. They have a white washed little old timey chapel, a cute cottage that I think they call Snow White’s cottage that is for the bridesmaids before the wedding, a tavern, a gazebo and a train car where the groomsman can before the wedding. This place has so so so much, and the site says the average price cap is seven thousand five hundred and we, I mean you.” Maddy rolled her eyes at her self correction. “Don't have to rent out everything, you can pick and choose so long as no one else is renting out the locations for the day.” Lincoln had stopped looking at the website to focus on the beauty next to him who had scooted closer, leaning into him as she looked to his laptop where he had the venue pulled up.
“You are umm, really getting into this.” Lincoln felt a small blush come to his cheeks when Madison looked at him with a smile on her face. He couldn’t stop the pink coming to his cheeks as he saw her dazzling smile and looked into her blue eyes. “Yeah, I guess I am. Bride or Maid of Honor I want this to be a perfect wedding. Shouldn’t be too hard when expense isn’t an issue, you just have your checkbook ready.” Reaching to the back of his neck Lincoln gave it a squeeze before rubbing it nervously.
“I never said that and ahh, don’t own a checkbook. Who still owns a checkbook?” Madison bumped her shoulder into the man next to her, grinning at him. She could clearly see the blush on his cheeks, it was cute that he had a reaction like that sitting next to her. He was her little brothers friend and he didn’t have many of those, so she always considered them off limits. She didn’t think Lincoln was hot, but he was cute and if he was able to put up with her sibling she knew he was patient. She always had a habit of making jokes or quips about things, even when situations were serious. A trait that more than a few girlfriends or boyfriends found off putting, but he hadn’t seemed to mind, making him more appealing to her now that she really considered him as a prospect. Not that she was actually ready to settle down… she could picture herself in a wedding dress in front of the little chapel that was pictured on Lincoln’s laptop screen, getting married and then the two going off to the cottage to consummate the marriage and then one of her bride’s maids, Callie coming in to join them. Even if Lincoln reconsidered the open marriage idea she doubted he would ever complain if she brought a girl home.
“At this point it is just a turn of phrase and you might not have said it, but future Mr. Moneybags needs to spend a little to keep his wife to be happy. You did ask me first, and you are already dating my sister. I’m not sure how I feel about you dating both of us at once, figure your crap out Mr. Lincoln Hatch, there will be no three ways. With her at least.” Maddy said the last part quietly to herself, not considering how close she was to Lincoln when she whispered it.
“Oh, umm. Yeah, yeah. Umm.” He swallowed what felt like a frog in his throat. “Is all of this…” He waved his hand at his laptop screen, trying to indicate the location. “Really needed? I mean my parents just went to a church and then had lemonade, tea and some drinks in the backyard.” Maddy frowned for a second.
“Needed no, but these are the types of conversations that ARE needed. If you just want your bride to be and a handful of friends then no, you don’t need all of that. You don’t even need a pastor, you can go up to the courthouse and have it done, but if you are planning to invite your bosses to be, then you might have to step it up and of course compromise with the Hart girl you want to put a ring on.”
“I hadn’t even considered people from the office coming. Do you think I need to?” Lincoln let out a sigh, his mind already giving him the answer to his question. “If I have to get engaged and married for the job, Dunn will definitely want to make sure it actually happens.”
The two sat on the couch discussing wedding ideas, at one point a pizza was ordered and a bottle of wine was opened, enjoying themselves. “I really don’t know how you can put black olives on your pizza, they barely belong in a salad.” Lincoln pointed his now empty wine glass at the girl on the other side of the couch, both sitting face each other with a medium pizza box sitting between them. Half sausage and half sausage with black olives.
“This coming from the person who said pineapple was a good pizza topping.”
“That is because it is a damn good topping!” Madison put down her empty glass of wine next to the empty bottle on the coffee table.
“If it is so good, then why didn’t you get it tonight on your half of the pizza?” Lincoln said smugly, like the point would end the argument.
“Mostly because I thought you would be a baby about it and say it ruined the pizza. The pizza I paid for by the way.”
“I’m not a baby, pineapple is okay in a drink or something, but on a pizza, no. Who even calls a grown man a baby for not liking food?”
“Me, I do! If you aren’t a baby, then prove it. We are going to order another pizza, a delicious pineapple, bacon pizza and you are going to love it, or at least you are going to eat it. I know I will love it and to use your own words. Who doesn’t like bacon?”
“You know we aren’t discussing bacon there Maddy, the bacon isn’t the problem.” Madison picked up the empty wine bottle, tossing it to him.
“No, the problem is the lack of wine. You run down to the corner store and get us another and I will order us a small delicious, perfect pizza.” Lincoln narrowed his eyes, glowering at the spirited girl, positive he not only lost the argument, but never had a chance to begin with.
“Fine, but if Jack… Jacqueline comes home while I’m gone, don't tell her about anything yet, doing it together would be the best.” Madison nodded, quirking her lips to the side.
“I mostly agree, together would be best, buuuuut” Her voice went up an octave as she drew out the word. “It would be best if we hold off on saying anything just yet.” She barreled on forward, seeing the confused look on his face. “What happens if you bring this up and your boss doesn’t actually follow through? I mean you will know for sure on Monday when he starts you on that manager training or whatever that is. Right?”
“Huh… shit you're right.” Lincoln stood up, tossing the wine bottle into the recycling bin in the kitchen. Madison turned on the couch to face the kitchen and front door to the apartment where Lincoln was, not considering how much of her legs she was showing in her dress.
“You should get used to me being right, if I’m to become your sister in law or wife it will be important to remember. The other reason we should wait, if you needed another reason, was because tomorrow night my little sister is going to follow through on her forfeit for our bet. Callie, her and myself are going to have a night out and I don’t need her distracted with notions of marriage. Single and ready to mingle!” Madison threw her head back laughing. “Now you run along, pick up something red.”
Swaying down the hallway after getting off the elevator, Jackson stopped outside his apartment door. One hand digging through his purse and the other on the doorframe to keep his balance. It took three tries to get the key in the lock, but as soon as he entered the apartment he happily reached down to take off his heels. “Ahh…” Jackson closed his eyes, wiggling his nylon covered toes he closed his eyes, enjoying the feeling of the cold tile floor that was by the door and the kitchen before it changed over to carpet.
“Welcome home, you are home… oh wow, is it really that late?” Jackson opened his eyes, hearing his sister's voice. There on the couch, looking over it to him he saw both Maddy and Linc. He felt incredibly exhausted, physically, mentally, emotionally. “Did you really dye your hair blonde!?” Jackson blew out some air heavily through his nose as he sighed, not liking the reminder of yet another change to his appearance.
“Yeah, big change… big change. Do you love it? Or do you love it?” Both Madison and Lincoln could hear the exhaustion in Jackson’s voice, but they were far enough away to not hear him finish the sentence in a whisper full of self resentment. “Because I hate it.”
“I umm, love it. It looks amazing on your.” Madison looked across the couch over to Lincoln, wide eyed, giving him a thumbs up where her sibling couldn’t see so he would give a similar answer. If Jackson was going through these changes and did something so drastic as to change his hair style and color she knew he would need comfort and support. She… she, Madison tried correcting herself. The person walking to them looked all female, but Jacqueline had been Jackson for much longer and habits were hard to change.
Plopping down on the couch between his friend and sister, Jackson leaned his head to the side so that it lay on his sister's shoulder. “Being a girl is waaaaaay too hard.” Madison patted her sister's head gently, it was almost two in the morning and she had come home with not only a new hairstyle, but her pantyhose were also ruined. She needed the support and Lincoln still hadn’t said anything, so she gave him a side look that she hoped looked like a hard enough glare for him to speak up.
“I think your hair, honestly just… just you look beautiful.” Lincoln didn’t need Madison to tell him to approve of Jacqueline’s new look, he thought she looked incredible.
Moving his head from his sister's shoulder, Jackson leaned the other way to lean into his friend, his head landing on his shoulder this time, letting out a long sigh before speaking. “Thanks, flattery will get you everywhere.” The joke didn’t play well in his mind, he had rinsed his mouth out four times in the bathroom at the theater when he excused himself to fix his makeup, but still the taste lingered. He was about to groan when he saw the two pizza boxes, one small and a medium on the coffee table next to a pair of empty green glass wine bottles.”Oooo!”
Jackson leaned forward, opening the smaller pizza box, finding a few slices of pizza inside and nothing in the other. Pulling one of them out he sat back on the couch, crossing one of his legs without thinking about it. “So sis, what happened to your pantyhose?” Looking down at his legs, Jackson grimaced. Another reminder of what happened in the theater, something that didn’t happen he reminded himself.
“I fell.” He didn’t elaborate as he went to take a bite of the pizza, stopping just shy of his mouth when he took notice of the toppings. “Pineapple and bacon… Maddy no pineapple pizza in this apartment. The bible says it is a sin or something.”
“It does not and for your information Lincoln here has come to the light. He enjoyed it enough to eat half of that pizza himself.” Jackson tossed the slice of pizza into the box, after he took the time to roll his eyes.
“Great, there are two of you now.” Jackson said as he slapped his leg before uncrossing them and standing up. “Come on Linc, it is past our bedtime and I am not going to sleep first and have to listen to your snoring.”
“Yeah I don’t snore, that was you snorting and waking yourself up I would imagine.” Jackson put his hands on his hips to look down and glare at the man. He wasn’t in the mood, he leaned forward planning to tell him he needed to get off to bed like a stern parent would, but he still didn’t have all his faculties. He lost his balance as he leaned forward, his ripped nylon covered knee landing on the couch right between his legs while his hands went forward to catch himself, grabbing ahold of his friends shoulders.
Thinking Jacqueline was coming in for a kiss, Lincoln moved his face forward kissing her gently on the lips. Not prepared to be kissed by another man, Jackson touched two fingers to his puffy bottom lip. While Lincoln turned his head to look at Madison. “We will see you in the morning, night.”
Madison beginning picking up their mess, feeling more than a little drunk herself, it had been a long time since she sat with someone as the two polished off three bottles of wine together. She considered leaving it till the morning or afternoon if she could sleep in like she wanted to after staying up, but that was the kind of thing her broth… her sister would hold over her when she got on her sibling about cleaning up after themselves. She heard a crashing in the bedroom and a loud thump, causing her to laugh and think it was much more likely she was going to be the maid of honor, than a bride herself.
“Help!” Jackson cried out after getting the off the shoulder white blouse caught on his earring as he tried to get it over his head. The lack of sight had caused him to bump into the dresser, causing a few books to tumble to the floor.
“Okay, okay, just stay still.” Lincoln helped unhook the earring from the blouse, and getting it over his friend's head. With that off, revealing the corset underneath and the bra that held the now prominent D cup breasts, Lincoln sucked in air through his teeth. He watched Jacqueline reach behind herself to unclasp the bra, failing a few times. She looked at him with a sad puppy dog expression that he thought would melt the heart of the most evil of villains. “Help more please…”
Happily he stepped behind, unclasping the bra, then moved his hands down. One on Jacqueline’s hip and the other pulling down the zipper on the tight pencil skirt. She hadn’t asked for help with it, but it was clear she needed help and he would never pass up an opportunity to undress someone that looked like her. Letting the skirt fall to the floor he got a great view of her thong, the hand on her hip moving down to her rear. When he didn’t hear a complaint he gave it a little squeeze, leaning in he moved her new shoulder length blonde hair to the side, planning on repeating the previous night's activities. When he went in for the kiss, Lincoln had missed his mark as she stepped forward and fell to the side onto the bed.
Laying sideways on the bed, Jackson moved one long nailed hand to the edge of the corset it didn’t feel like it was trying to strangle the life from him, if the compression didn’t give him support for the new weight on his chest he would find the energy to cut it off with scissors or more than likely tell Linc to do it, but for now he wanted two things. To sleep, and for the throbbing to stop in his legs and that second one was something that his friend could take care of. “Hey, can you do my legs?”
“Do your legs?” Lincoln looked questionly to the now topless girl who laid in his bed wearing a corset, thong panties and torn panyhose. He wasn’t sure if she meant to massage them like the other night or to also help with taking off the ruined garment. Either way she wasn’t looking back up him, just laying there with her eyes closed and hands laying over her head.
“Yeah, yeah.” Jackson said sleepily, swallowing some of his saliva, still tasting Abe. “The foot job thing.”
“You want to give me a footjob?” Lincoln’s mind going to a more sexual place as he looked at the rising and falling of the realistic breast forms. He knew they weren’t real, but still the image turned him on.
“Mmm yeah, massage footjob thing.” Lincoln pulled his shirt over his head, tossing it over in the general direction of his hamper and then pulled his pants down.
“Massage for a footjob, I can get behind that!” Stepping forward and to the side, Lincoln leaned down picking up one of Jacqueline’s legs, one hand on the heel of her foot and the other on the calm. He pressed the heel of her foot to his stomach as he moved both hands to start kneading the ball of the foot and up to between the toes.
“Mmmmm” Jackson groaned, his eyes still closed as he felt his friend’s warm hands press and squeeze the soreness out of his feet. “Mmmm, yeah like that.” He said as he arched his foot, pressing against his friend, stretching out the instep of his foot while he felt thumbs pressing on it. He then felt his foot being lowered slightly as the hands started working on his calf, while that went on he felt a thumb run across his nylon covered foot. It didn’t push in nearly as hard as the hands on his calf, but the light touch as it pushed across his foot still sent chills down his spine.
“Yeah I like that too.” Lincoln said, his dick free from his boxers, it slid across the surface of her foot as he worked on her leg. Jackson didn’t care if his friend perved out a little as he massaged his legs, if he was sober he might, but right now he was loving the feeling. He moved his other leg up so he could give attention to it as well. The massage made him feel like he was melting, it was more than enough to send him off to sleep if he wasn’t fighting his exhaustion. Every so often Jackson let out another contented sigh as his friend lived up to his promise of being willing to massage his feet, something he felt was more than fair considering it was because of him that he had to wear high heels all day.
He was so lost in the feeling that he hadn’t even noticed when massage stopped and only the foot job remained. Lincoln held up both feet together so he could press his dick between both the feet. Lincoln never had a footjob before and he was happy to experience what it felt like to have his member run across panyhose. He always liked the way they looked on a girl, but he didn’t realize how much he loved the feeling. Lincoln had to hold Jacqueline’s feet up, but after moving them back and forth for a while she started to do it on her own. The experience wasn’t better than the blow job she had given him, but if she wanted to do this, he was not going to turn it down.
Picking up the pace Lincoln started to get more vocal, gasping and moaning as he got closer and closer to his climax. “Ah, ah, ah, Jacqueline… Jacqueline!” Lincoln’s eyes focused on the steady rhythm of his kind of pretend girlfriend’s chest as it rose and fell, completely lost in the feeling and having no idea she had already passed out. “Oh, oh, oh god.” he said as white ropey cum shot from his dick across the ripped pantyhose that covered Jacqueline’s legs.

Standing still, holding her legs to his crotch, Lincoln took a few steadying breaths before letting her legs down easy. “That was new for me and I loved it.” Lincoln looked closer when no reply came, chuckling to himself when he noticed she was asleep. “Okay, a little demoralizing, but okay.” He wasn’t exactly sober himself and it was incredibly late so he couldn’t fault her for falling asleep, but it didn’t exactly feel good that he couldn’t hold her attention when they were doing something sexual either. Looking down at her ripped and now cum covered pantyhose he thought it best to get them off before he got her into bed proper.
Peeling off her pantyhose he tossed them into the trash, he considered trying to get her into some bedtime clothes, but he didn’t feel like he had the energy to wrestle a drunken limp body into anything. So he just turned her the right way, made sure her head was on the pillow before climbing into bed beside Jacqueline. Wrapping his arm around her corseted waist as he spooned her, happily drifting off to sleep knowing his friend was not only willing to open up to him, but trusted him enough to experiment as well.
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Diversity Hire
Mega Corp Florida
Two interns at Mega Corp got to know one another becoming good friends and roommate and after a year as interns, they had all but given up on being hired. When one of them pranks the other about a turnabout day to be dressed as the opposite gender things go out of control. Jackson gets up getting hired on full time as Jacqueline as the company's newest diversity hire.
Updated on Dec 23, 2023
by Nicegent42
Created on Aug 21, 2022
by Nicegent42
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